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CARBONYL COMPOUNDS Page # 46

Answers
Exercise-I
1. B 2. C 3. D 4. B 5. D 6. D 7. B
8. C 9. D 10. C 11. A 12. D 13.(i)C(ii)C 14. B
15. D 16. B 17. A 18. A 19. D 20. C 21. C
22. A 23. B 24. B 25. B 26. D 27. C 28. D
29. A 30. D 31. A 32. C 33. A 34. B 35. A
36. B 37. B 38. B 39 C 40. D 41 C 42. D
43. A 44. D 45. C 46. C 47. B 48. D 49. C
50. D 51. C 52. D 53. D 54. C 55. B 56. A
57. D 58. B 59. C 60. B 61. D 62. B 63. B
64. B

Exercise-II

1. C,D 2. AB 3. A,B,CD 4. A,B 5. B,D 6. A,B,C,D 7. B,C


8. A 9. A,B,C 10. A,D 11. A,B,C,D 12. A 13. D 14. C
15. A–R ; B – Q ;C – Q; D – P 16. A  P,S ; B  Q, S ; C  Q, S ; D  R , S
17. A  P ; B  Q ; C  R ; D  S

Exercise-III

1. (a) CH3—CH2—CH2—OH (b) CH3—CH2—CH2—OH (c) CH3—CH2—CH2—OH


OH OH OH

(d) CH3—CH2— CH —CH3 (e) CH3 —CH2— CH —CCH (f) CH3 —CH2— CH — Ph
O
(g) CH3—CH2— CH —OCH3 (h) CH3–CH2–CH (i) CH3—CH2—CH= N —Ph
O
OCH 3
OH

(j) CH3 —CH2— CH — N —CH3 (k) C—C—C=N—OH (l) CH3—CH2—CH=N—NH2


CH3

(m) CH3—CH2—CH3 (p) P-Nitro phenyl hydrazone (o) semi carbazane


OH

(p) CH3—CH2—CH=CH—CH3 (q) CH3—CH2— CH —CN (r) CH3—CH2—CO2H

394 - Rajeev Gandhi Nagar Kota, Ph. No. 0744-2209671, 93141-87482, 93527-21564
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Page # 47 CARBONYL COMPOUNDSE
O

2. (a) C—C—C— C —OH (b) CH3–CH2–CH2–CH=C–CH2–CH3 (c) C—C—C—C—C=N—OH


CHO OH
OH
(d) C—C—C— C–Ph (e) Ph–CH=C–CH 2–CH3 (f) C—C—C— CH —CCH
O CHO
(g) C—C—C—C (h) C—C—C—C (i) 2º alcohol
O
OH

(j) Cyanohydrine (k) 1° alcohol (l) CH3—CH2—CH2— CH — CH—CO2H

Et

3. (a) 3 > 2 > 1 > 4 4. R —Mg—X


OH OH

(b) (i) (CH3)2 CCN (ii) C6H5 CCN

CH3

•• •••

(CH3)3C O O
5. C CH2 OCH3 (CH3) 3C
Cl C–CH2OCH3
Cl
O

(CH3)C–C–CH2OCH3
O

6. (a) CH3— CH —NH—CH2—CH2—OH (b) (c) CHCl3 + C— OH


N
CH3 |
H
7. HO  /Br2; H2/Ni; NaOH

O O O

CH2CH2CH2CH2–Br CH2 CH2 CH2 CH2 –Br




Acid Base reaction
8.
(CH3)3CO

394 - Rajeev Gandhi Nagar Kota, Ph. No. 0744-2209671, 93141-87482, 93527-21564
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CARBONYL COMPOUNDS Page # 48

O
O CHO

C— CH 3
9. (a) (X) CH3 (Y) (b) CH2—C—CH3
CHO O CH3 O

O Ph
CH =
Ph
10. (a) CH CH—S—CH—Ph
2
(b)
3 2

Cl

Exercise-IV (A)

1. C 2. B 3. C 4. D 5. B 6. D 7. D
8. A 9. B 10. D 11. B 12. ABD 13. B 14. A
15. C 16. A 17. C 18. C 19. A 20. C 21.C
22. B 23. C 24. A 25. C
26. A  P,Q,S;B  Q,R;C  Q,R,S;D  Q,R
,R
27. A—R,S;B—P,Q:C—P,Q,R;D—P,S (OR) A—R; B—P,Q; C—P,Q,R; D—P

28. B 29. A 30. D 31. B 32. A 33. B 34 B


35. A 36. D

Exercise-IV (B)

3 CH MgBr
1. HCHO   CH CH OH
H / H O 3 2
2

CH3CH2OH  PCC
 CH3CHO
2. False

3. A: CH3— CH —CH3

OH
B: CH3—CH=CH2
C:CH3—C  CH
D: CH3COCH3

4. Cl3C–CHO NaOH
 CHCl3+HCOONa

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Page # 49 CARBONYL COMPOUNDSE

3 4 AgNO /NH OH
5. CH3CH2CHO  CH3CH2COOH
Oxidation

2 5 PO
2CH3CH2COOH 
 (CH3CH2CO)2O
H 2O

O O O
OH

6.  H3C—CH2— CH — CH — C —H 
2 H3C—CH2— C —H NaOH  H C—CH —CH= C — C —H
 H 2O 3 2

CH3 CH3
+ –
CHO COOH NO2 NH2 N2Cl CN
NaOH
KCN
NaNO2
7. PCC
    
 

CaO HCl

CHO
–H2O
CH–CH2–CHO CH=CH–CHO
8. +CH3CHO NaOH

OH

9. sodium potassium tartrate which is known as Rochells salt.

CHO CH2OH
O O

10. + H— C —H 50
% 
NaOH
 + H— C —ONa

OCH3 OCH3
Sodium formate

11. dil
KMnO CH3
4  H3C OH OH
H3C CH3
Hydroxylation

O O

H3C CH3 HIO


4  H3C–C–CH2–CH2–CH2–C–CH3
OH OH

CH 3
O O H3C OH

OH –H2O
H3C–C–CH2–CH2–CH2–C–CH3
O O

394 - Rajeev Gandhi Nagar Kota, Ph. No. 0744-2209671, 93141-87482, 93527-21564
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CARBONYL COMPOUNDS Page # 50

12. C6H 5–C–CH3 and C6H5–C–CH3

N–OH HO–N
syn anti (isomers)

O
CHO CHO CH2CHO COOH O–CH=CH2
C–CH3

or
13. (A) (B) (C) (D) (E)

OCH3 CH2OH OH CH3 OH


OH

14. Me3C—CH=CH2 HCl


 Me2 C —CHMe2+Me3C— CH–Me

Cl Cl
(A) (B) (C)

alc. KOH

Ozonolysis NaOH
(A) HCHO+Me3C–CHO
(F) (G)
HCOONa+Me3C–CH2OH(1°alcohol)

CONHCH 3
CN COOH
CH2–CN CH = C
CH=C CH=C
15. (A) (B) (C) (D)

(i) SOCl2
(D) (ii) CH3NH2

16. In structure (P) both the rings are present in acetyl form therefore it will not hydrolyse in solution that
why Tollen’s solution connot react with this.
In structure (Q) one ring present in the form of hemiacetal. This will hydrolysed in solution it can reduce
Tollen’s solution.

17. (X) (Y) CH3— C —(CH2)4—CH=O 18. 1

CH3

394 - Rajeev Gandhi Nagar Kota, Ph. No. 0744-2209671, 93141-87482, 93527-21564
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